Late Stage Fe(CO)5 Promoted Double Bond Migration: Total Synthesis of Limazepines C and D

Tetrahedron Letters 2015
Guna Sakaine, Gints Šmits, Rolands Zemribo

The first total syntheses of limazepines C and D were accomplished from inexpensive and readily available starting materials using an iron pentacarbonyl promoted allylamide-enamide double bond migration as a key step. The obtained limazepine C was found to be unstable and undergoes oxidation to limazepine D.

Keywords
Double bond migration | Iron pentacarbonyl | Limazepine | Natural products | Pyrrolo[1,4]benzodiazepines | Transition metals
DOI
10.1016/j.tetlet.2015.06.051
Hyperlink
http://www.sciencedirect.com/science/article/pii/S0040403915010576

Sakaine, G., Šmits, G., Zemribo, R. Late Stage Fe(CO)5 Promoted Double Bond Migration: Total Synthesis of Limazepines C and D. Tetrahedron Letters, 2015, Vol.56, Iss.33, pp.4767-4769. ISSN 0040-4039. Available from: doi:10.1016/j.tetlet.2015.06.051

Publication language
English (en)